JPS5461191A - Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids - Google Patents

Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids

Info

Publication number
JPS5461191A
JPS5461191A JP12500177A JP12500177A JPS5461191A JP S5461191 A JPS5461191 A JP S5461191A JP 12500177 A JP12500177 A JP 12500177A JP 12500177 A JP12500177 A JP 12500177A JP S5461191 A JPS5461191 A JP S5461191A
Authority
JP
Japan
Prior art keywords
formula
disulfide compound
7beta
cephem
amino
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP12500177A
Other languages
Japanese (ja)
Inventor
Masaji Ono
Hiroshi Nagase
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Toray Industries Inc
Original Assignee
Toray Industries Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Toray Industries Inc filed Critical Toray Industries Inc
Priority to JP12500177A priority Critical patent/JPS5461191A/en
Publication of JPS5461191A publication Critical patent/JPS5461191A/en
Pending legal-status Critical Current

Links

Classifications

    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Cephalosporin Compounds (AREA)

Abstract

PURPOSE: To prepare the title antibiotic in high yields easily, by ring closure of a readily available disulfide compound obtained from penicillin S-oxide with sodium nitride in one step.
CONSTITUTION: A disulfide compound of formula I: (R1 is acyl group; R2 is H or protective group of primary amino group bonded to R1: R3 is ester residue; R4 is organic residue) is treated with 0.01W10%, preferably 0.1W0.5% based on the weight of the disulfide compound of sodium nitride or hydrazoic acid in an aprotic polar solvent, e.g. dimethyl sulfoxide, hexamethyl phosphoric triamide to give the desired compounds of formula II. The reaction is at 0W80°C, preferably 5W40°C, for 1W5hr. The compound of formula I can be readily obtained from an S-oxide of penicillin G or V.
COPYRIGHT: (C)1979,JPO&Japio
JP12500177A 1977-10-18 1977-10-18 Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids Pending JPS5461191A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP12500177A JPS5461191A (en) 1977-10-18 1977-10-18 Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP12500177A JPS5461191A (en) 1977-10-18 1977-10-18 Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids

Publications (1)

Publication Number Publication Date
JPS5461191A true JPS5461191A (en) 1979-05-17

Family

ID=14899416

Family Applications (1)

Application Number Title Priority Date Filing Date
JP12500177A Pending JPS5461191A (en) 1977-10-18 1977-10-18 Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids

Country Status (1)

Country Link
JP (1) JPS5461191A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5336805A (en) * 1991-08-13 1994-08-09 Dsm N.V. Process for preparing an α-amino acid, the corresponding ester and amide

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5336805A (en) * 1991-08-13 1994-08-09 Dsm N.V. Process for preparing an α-amino acid, the corresponding ester and amide

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